Milestone is a restaurants in Redding. Open: Mon Closed; Tue–Wed 3:00 – 9:00 PM; Thu 3:00 – 9:30 PM; Fri 3:00 – 10:00 PM; Sat 11:30 AM – 10:00 PM; Sun 11:30 AM – 9:00 PM. Phone: (203) 587-1700. Average rating is 4.6 stars from 238 reviews. Website: http://www.milestonect.com/.
Milestone
Call Now Directions
Review
Milestone — 2 Main St, Redding
4.6 238 reviews Today Closed

Pizza, Music, and Nights That Linger

Gather at Milestone on Main Street in Redding for lively food, drinks, and events that keep the energy going.

About Us

At Milestone on 2 Main St, Redding, the experience starts the moment the room hums with conversation, clinking glasses, and the easy rhythm of a neighborhood spot that knows how to keep people coming back. With a 4.6-star rating from 238 reviews, it has clearly struck a chord with locals and visitors who want a place that feels social, lively, and worth making time for.

The menu sits comfortably in that sweet spot where classic comfort meets an evening out, with a mix of American favorites, pizza, burgers, and bar fare that suits everything from a casual dinner to a night planned around live music or an event. Guests mention the food, drinks, and welcoming vibe for good reason, this is the kind of place where an ordinary weekday can still feel like an occasion.

Open six days a week, with afternoon-to-evening service Tuesday through Friday and earlier starts on the weekend, Milestone gives Redding a flexible place to gather. Come for a relaxed meal, stay for the atmosphere, and let the night unfold at its own pace.

What We Offer

Dining at Milestone is built around easygoing meals, shareable plates, and the kind of menu that works for a group with different cravings. From American restaurant staples to pizza, burgers, and bar favorites, it is a comfortable choice when you want something familiar but still satisfying.

The setting also works well for a night out, thanks to its role as a live music venue and event venue. That means the experience is about more than dinner alone, it is about pairing food and drinks with a lively room, local energy, and a reason to stay a little longer.

For guests who like a place with personality, Milestone brings together restaurant service, bar atmosphere, and entertainment in one downtown stop on Main Street. It is the kind of spot that fits casual plans, group meetups, and evenings when you want the night to feel like it is going somewhere.

Why Choose Us

4.6-star reputation from 238 reviews shows consistent guest satisfaction and strong local support.
Open six days a week, with Friday and weekend hours that make planning an easy night out simple.
Combines restaurant, bar, live music venue, and event venue experiences in one Main Street destination.
Located at 2 Main St, Redding, making it an easy downtown stop for dinner and social plans.

Gallery

Take a look at our space and what we have to offer

What Our Customers Say

Don't just take our word for it - hear from our satisfied customers

Click to Rate & Review This Business ✍️
⭐⭐⭐⭐⭐
2 months ago
"First time. Awesome experience. The pizza was outstanding. The drinks were superb. Definitely need to go back and hit the rest of the menu. I'm excited to get a hold of that burger!"
— Paul Valenti
⭐⭐⭐
a year ago
"Stopped by on a lovely spring day and were the first to be seated outside. Unfortunately, the fact that we were seated outside wasn’t communicated to the servers so I had to head inside to the bar after 10 minutes to get beverages. A bunch of people showed up as we were eating, but there was only one person serving outside so everything took much longer (for everyone). That said - she was very pleasant as was the bartender inside. In terms of atmosphere, this place is great. Lots of small tables by a small outside stage - do they have music here on weekends? There is also a fairly large covered area with big tables for sitting outside even in inclement weather. Inside is bright and open with lots of wood and comfortable seating. Beautiful bar area with plenty of seating. Food was good but very pricey. I got a BBQ burger and swapped the fries for asparagus but just the burger and fries are over $20. May come back on a nice day, but would probably head elsewhere with better food and lesser cost…"
— Kristian Ording
⭐⭐⭐⭐⭐
5 months ago
"I sat at the bar at The Milestone in Georgetown and had a great neighborhood restaurant experience. It has that local, welcoming vibe with live music, trivia, and regular events that keep things interesting. I was there on Burger Day and it did not disappoint. The burger was excellent. I even met the chef, Steve, and the manager, Nick, both genuinely friendly. Solid beer list too. Definitely a place I would go back to."
— Kenny Schaefer
⭐⭐⭐⭐⭐
7 months ago
"Milestone Georgetown is a spot I recommend to everyone. It has an industrial-feeling design that doesn’t lack coziness, so it feels cool but still comfortable. The food is consistently solid. Home-made classics, great burgers, strong cocktails, and something for everyone at the table. We came for a casual weeknight hang, but it would work wonderfully for a birthday or family dinner. The team were friendly and attentive. Too cold and snowy now, but the outdoor space is fire."
— Jessica Bendig
⭐⭐⭐⭐⭐
4 months ago
"Outstanding pizza and much more! We love the atmosphere, the bar (Maine Lunch on tap = reason enough to go!), and it’s also family friendly while still good for no kids also!"
— Robert Hendrick

Frequently Asked Questions

Where is Milestone located?

Milestone is located at 2 Main St in Redding.

What kind of place is Milestone?

Milestone is a restaurant and bar that also serves as a live music venue and event venue.

What type of food does Milestone offer?

The menu includes American restaurant favorites, pizza, burgers, and other bar and restaurant offerings.

What days is Milestone open?

Milestone is open Tuesday through Sunday and is closed on Monday.

What are Milestone’s hours on Friday?

On Friday, Milestone is open from 3:00 PM to 10:00 PM.

Does Milestone host entertainment?

Yes, Milestone is listed as a live music venue and event venue, so it is a strong choice for a night out with entertainment.

Hours of Operation

Closed · Opens Tuesday at 3:00
Monday Today Closed
Tuesday 3:00 – 9:00 PM
Wednesday 3:00 – 9:00 PM
Thursday 3:00 – 9:30 PM
Friday 3:00 – 10:00 PM
Saturday 11:30 AM – 10:00 PM
Sunday 11:30 AM – 9:00 PM
62° Partly cloudy
Mon 67° 57°
Tue 64° 52°
Wed 64° 49°
Thu 66° 46°
Fri 56° 49°
Sat 56° 53°
Sun 56° 53°

Get In Touch

Ready to get started? Contact us today!

Save to Contacts
Presented by Doozer Town

The best of Redding

Top of the board by the Doozer Ranking: reviews, ratings, what people wrote, and how many hours a week they are open.

See the whole Redding board →

Around the neighborhood

Other places near here, whatever their type.

Everything in Redding on one board →
Kermit's Bake Shop
★ 4.9 (43)
steps away Bakeries Redding, CT
Quartertone Coffee Roasters
★ 5.0 (31)
steps away Coffee Shops Redding, CT
The Georgetown Owl Market & Cafe
★ 4.8 (21)
steps away Delis Redding, CT
Caraluzzi's Georgetown Market
★ 4.5 (461)
0.4 mi Supermarket Wilton
Nod Hill Brewery
★ 4.8 (500)
1.5 mi Brewery Ridgefield
Heibeck's Stand
★ 4.7 (419)
0.5 mi Restaurant Wilton
CVS
★ 3.0 (25)
1.1 mi Drugstore Ridgefield
The Angel Cooperative
★ 4.9 (72)
1.1 mi Store Ridgefield

Contact Milestone

Send a note and Milestone will get back to you. No account needed.

Add an email or a phone so they can reply.

Best time to reach you

Report an issue

See something off? Tell us. We’ll fix it and improve the listing for everyone. No account required.